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House vacation rentals in Kissimmee

Find and book unique houses on Airbnb

Quick stats about house rentals in Kissimmee

  • Total vacation rentals

    Explore 3,340 vacation rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 106,200 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,860 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 610 rentals that welcome pets

  • Vacation rentals with a pool

    3,040 properties feature pools

  • Rentals with dedicated workspaces

    1,690 properties have a dedicated workspace

  • Wi-Fi availability

    3,330 of Kissimmee vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kissimmee rentals

  • 4.7 Average rating

    Kissimmee stays receive an average rating of 4.7 out of 5 from guests

Top-rated house rentals in Kissimmee

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite
A vibrant game room is filled with Mario-themed arcade machines featuring colorful graphics and interactive screens. Brightly colored carpet adds a playful touch, while a basketball game and other activities occupy the space. The walls are adorned with mural artwork inspired by popular video games.
Home in Davenport
4.92 out of 5 average rating, 93 reviews

Dazzling 9 BR+Brand New MARIO KART @ Champion Gate

Bring the whole family to this great home with lots of room for fun. You will love our Peter Pan- themed bedroom; custom Mario-themed game room with commercial quality games, private pool and spa with a great outdoor dining area. Only a short walk to the resort pools, lazy river, restaurant, Tiki bar and much more. Located just 15 minutes from Disney World and 30 Minutes from Both Universal and Sea World, Close enough to the attractions to get there quickly, far enough away to enjoy family time.

ValueFamilyCleanliness

Guest favorite
Home in Kissimmee
4.96 out of 5 average rating, 76 reviews

Elegant 15BR 16BA, Sleeps 40, Theater, Game Room

Welcome to this elegant 15-bedroom home, featuring 16 bathrooms, nestled in the prestigious Sonoma Resort. Recently renovated, this home showcases a meticulously crafted design with exceptional attention to detail throughout. Each of the 15 bedrooms boasts its own private bathroom, ensuring ultimate comfort and convenience for all guests. Perfect for group getaways, this stylish retreat comfortably accommodates up to 40 guests, making it an unforgettable destination for your next gathering!

ValueLocationDecor

Top guest favorite
Home in Kissimmee
4.97 out of 5 average rating, 181 reviews

Near Disney | Heated Pool, King Bed, Arcade

✨ Family-Friendly Retreat Near Disney in a gated, safe & quiet community 🏰 Loved by guests for its cleanliness, comfort, and fast communication. 🏊‍♂️ Unwind after park days in your private HEATED pool 🍔 Enjoy the outdoor BBQ for easy family meals 🎮 Have fun in the upgraded game room with pool table, ping pong, foosball, and a retro arcade ⭐ Hosted by 3 experienced Superhosts known for quick, reliable replies. A perfect balance of fun and relaxation. Book now as dates fill fast!

FamilyLocationCondition

Superhost
A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.
Home in Buenaventura Lakes
4.9 out of 5 average rating, 163 reviews

Villa Resort Club

LUXURIOUS VILLA - SUPER BEAUTIFUL NEIGHBORHOOD POOL HEATER HOUSE - Have fun with the whole family in this modern style home, you will love the picnic area in front of the house , the play area and pool with heater , a spacious artificial grass place to play your children and in a very trankila area near the Disney parks and the MCO airport. YOU WILL LOVE THE HOUSE Local utility or county personnel may access exterior areas for maintenance without prior notice.

FamilyLocationKitchen

Top guest favorite
A well-maintained exterior showcases a single-story house with a blue garage door and driveway, framed by a lush lawn and shaded trees. Inside, a bright living area is highlighted by modern decor and a large smart TV. A private screened pool is visible, surrounded by seating.
Home in Kissimmee
4.98 out of 5 average rating, 106 reviews

10 Min to Disney | Kings | Heated Pool | Games

✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!

FamilyLocationHospitality

Guest favorite
Home in Kissimmee
4.77 out of 5 average rating, 13 reviews

Orlando Dream Escape | Private Pool | Disney

Welcome to your perfect Orlando getaway! Enjoy this beautifully renovated home with a private pool, just 20 minutes from Disney, Universal, and SeaWorld. Perfect for families and groups of up to 8 guests. Features 3 bedrooms, 2 full bathrooms, a fully equipped kitchen, fast Wi-Fi, washer & dryer, free parking, and self check-in. Relax, unwind, and create unforgettable memories close to Orlando’s best attractions, shopping, and restaurants. 🏊‍♀️ Private Pool

LocationFamilyAccess

Top guest favorite
A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.
Home in Davenport
4.96 out of 5 average rating, 112 reviews

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

FamilyLocationHospitality

Guest favorite
Home in Kissimmee
5.0 out of 5 average rating, 12 reviews

Montego Bay Retreat | 15 Min to Disney

Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨

FamilyValueSolo travel

Top guest favorite
Home in Kissimmee
4.93 out of 5 average rating, 163 reviews

Private Pool + Spa Game Room •4m Disney •Pinball

Superhost Disney Pool Home with Game Room & Spa Stay 4 miles from Disney at this fun-filled family vacation home. Private pool & spa, Marvel pinball, pool table, diner themed game room, Roku TVs, king master suite, and fast 1GB WiFi. Pet friendly with fully fenced yard. Pool heat optional, hot tub always free. Managed by My Mickey Homes, trusted Superhosts known for clean homes and 5⭐ stays families love. Read our reviews

ValueFamilyNearby

Guest favorite
The fenced pool area features a vibrant pink flamingo float resting in an unheated pool. Nearby, patio furniture accommodates outdoor dining and relaxation, while a grill is available for barbecues. The spacious kitchen can be seen through an open layout, enhancing connectivity.
Home in Kissimmee
4.91 out of 5 average rating, 277 reviews

Cozy House with Pool. Kissimmee/Orlando

Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

ValueLocationComfort

Superhost
Home in Kissimmee
5.0 out of 5 average rating, 5 reviews

Luxe Family Retreat | Pool Villa Near Disney & MCO

Escape to this beautifully designed family retreat featuring a private screened pool, BBQ gazebo, foosball table, spacious open-concept living areas, and a fully equipped kitchen. Ideally located near Disney, MCO Airport, outlets, shopping, restaurants, and Orlando’s top attractions. Perfect for family vacations, group trips, or a relaxing getaway with all the comforts of home.

LocationHospitalityGetting around

Guest favorite
A private cinema room features plush reclining seats arranged for viewing a large screen. Blue and purple lights create a vibrant atmosphere, while a bar area with stools is visible in the background. The screen displays a scenic landscape, enhancing the entertainment experience.
Home in Kissimmee
4.9 out of 5 average rating, 51 reviews

No Airbnb Fee | Luxury 7BR w/ Cinema & EV Charger!

**We offer a FREE EV Charger! We know that this may be a lot to read, but we suggest that you read everything and ask any questions you may have to see if it really is the right place for you and your group! :) Transparency and communication is very important to us! We want to make it clear, that we are here available, for any questions or suggestions.

FamilyValueHospitality

Popular amenities for Kissimmee house rentals

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 621ﺩ.ﺇ 643ﺩ.ﺇ 690ﺩ.ﺇ 709ﺩ.ﺇ 617ﺩ.ﺇ 650ﺩ.ﺇ 646ﺩ.ﺇ 562ﺩ.ﺇ 503ﺩ.ﺇ 533ﺩ.ﺇ 588ﺩ.ﺇ 683
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Destinations to explore